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pubmed-article:15067134pubmed:dateCreated2004-4-14lld:pubmed
pubmed-article:15067134pubmed:abstractTextCatalyst and substrate studies have been performed on the rhodium-catalyzed asymmetric ring opening reaction. A working model is advanced that involves oxidative insertion with retention to form an organorhodium intermediate that then undergoes nucleophilic attack with inversion. Kinetic and competition experiments have uncovered evidence for a proton transfer step in the catalytic cycle that may activate both the allylrhodium intermediate and the nucleophile. We have also conducted experiments designed to understand which properties of the PPF-P(t)Bu(2) ligand contribute to the high reactivities and enantioselectivities.lld:pubmed
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pubmed-article:15067134pubmed:statusPubMed-not-MEDLINElld:pubmed
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pubmed-article:15067134pubmed:issn0027-8424lld:pubmed
pubmed-article:15067134pubmed:authorpubmed-author:LautensMarkMlld:pubmed
pubmed-article:15067134pubmed:authorpubmed-author:FagnouKeithKlld:pubmed
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pubmed-article:15067134pubmed:pagination5455-60lld:pubmed
pubmed-article:15067134pubmed:dateRevised2010-9-20lld:pubmed
pubmed-article:15067134pubmed:year2004lld:pubmed
pubmed-article:15067134pubmed:articleTitleRhodium-catalyzed asymmetric ring opening reactions of oxabicyclic alkenes: catalyst and substrate studies leading to a mechanistic working model.lld:pubmed
pubmed-article:15067134pubmed:affiliationDavenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, ON, Canada M5S 3H6. mlautens@alchemy.chem.utoronto.calld:pubmed
pubmed-article:15067134pubmed:publicationTypeJournal Articlelld:pubmed